KR102438394B1 - 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 - Google Patents

가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 Download PDF

Info

Publication number
KR102438394B1
KR102438394B1 KR1020217025766A KR20217025766A KR102438394B1 KR 102438394 B1 KR102438394 B1 KR 102438394B1 KR 1020217025766 A KR1020217025766 A KR 1020217025766A KR 20217025766 A KR20217025766 A KR 20217025766A KR 102438394 B1 KR102438394 B1 KR 102438394B1
Authority
KR
South Korea
Prior art keywords
formula
complex
rrr
sss
gadolinium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
KR1020217025766A
Other languages
English (en)
Korean (ko)
Other versions
KR20210109039A (ko
Inventor
수아지크 르 그루너
알랑 셰네드
마틴 세흐
미리암 페타
엠마누엘 마헤
브루노 프랑수아
카롤린 로비크
스테파니 루게
Original Assignee
게르브
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 게르브 filed Critical 게르브
Priority to KR1020217036451A priority Critical patent/KR102502862B1/ko
Publication of KR20210109039A publication Critical patent/KR20210109039A/ko
Application granted granted Critical
Publication of KR102438394B1 publication Critical patent/KR102438394B1/ko
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
    • A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
    • A61K49/10—Organic compounds
    • A61K49/101—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals
    • A61K49/106—Organic compounds the carrier being a complex-forming compound able to form MRI-active complexes with paramagnetic metals the complex-forming compound being cyclic, e.g. DOTA
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08—Bridged systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Radiology & Medical Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
KR1020217025766A 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정 Active KR102438394B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020217036451A KR102502862B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1900432 2019-01-17
FR1900432A FR3091873B1 (fr) 2019-01-17 2019-01-17 Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
PCT/EP2020/051153 WO2020148436A1 (fr) 2019-01-17 2020-01-17 Complexe de gadolinium et d'un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020217036451A Division KR102502862B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

Publications (2)

Publication Number Publication Date
KR20210109039A KR20210109039A (ko) 2021-09-03
KR102438394B1 true KR102438394B1 (ko) 2022-09-01

Family

ID=67001953

Family Applications (2)

Application Number Title Priority Date Filing Date
KR1020217025766A Active KR102438394B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정
KR1020217036451A Active KR102502862B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

Family Applications After (1)

Application Number Title Priority Date Filing Date
KR1020217036451A Active KR102502862B1 (ko) 2019-01-17 2020-01-17 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정

Country Status (28)

Country Link
US (3) US11590246B2 (https=)
EP (2) EP3902800B1 (https=)
JP (2) JP7071596B2 (https=)
KR (2) KR102438394B1 (https=)
CN (3) CN113646308B (https=)
AR (1) AR117835A1 (https=)
AU (1) AU2020208794B2 (https=)
BR (1) BR112021014006B1 (https=)
CA (1) CA3126268C (https=)
CL (1) CL2021001868A1 (https=)
CO (1) CO2021009261A2 (https=)
DK (2) DK3943493T3 (https=)
ES (2) ES2930136T3 (https=)
FI (1) FI3943493T3 (https=)
FR (1) FR3091873B1 (https=)
HR (2) HRP20230678T1 (https=)
HU (2) HUE062554T2 (https=)
IL (1) IL284884B2 (https=)
MA (2) MA54626A (https=)
MX (1) MX2021008651A (https=)
PH (1) PH12021551725A1 (https=)
PL (2) PL3943493T3 (https=)
PT (2) PT3943493T (https=)
RS (1) RS64334B1 (https=)
SG (1) SG11202107779SA (https=)
TW (1) TWI811518B (https=)
WO (1) WO2020148436A1 (https=)
ZA (1) ZA202104994B (https=)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT4151637T (pt) 2018-08-06 2025-03-26 Bracco Imaging Spa Agentes de contraste à base de pcta que suportam gadolínio
FR3091873B1 (fr) * 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
FR3091872B1 (fr) * 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de synthese
KR20230041007A (ko) * 2020-07-17 2023-03-23 게르브 Pcta로부터 유도된 킬레이팅 리간드의 제조 방법
KR20230074593A (ko) * 2020-10-02 2023-05-30 이글 하버 테크놀로지스, 인코포레이티드 이온 전류 드룹 보상
WO2024049087A1 (ko) * 2022-09-01 2024-03-07 주식회사 테라노큐어 신규한 화합물 및 이를 포함하는 mri 조영제
KR102845061B1 (ko) * 2022-09-01 2025-08-13 주식회사 테라노큐어 신규한 화합물 및 이를 포함하는 mri 조영제
WO2026027591A1 (en) 2024-07-31 2026-02-05 Bracco Imaging Spa Synthesis of an intermediate of a gadolinium-based contrast agent

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110077412A1 (en) 2009-09-29 2011-03-31 Boisivon Frederic Process for separating the diastereomers of RSS-snd SSS-N- a [1-carboxy -3-Phenylpropyl] lysylproline
CN104188957A (zh) 2014-05-28 2014-12-10 中国中医科学院西苑医院 一种防治再狭窄的药物及其制备和使用方法
WO2018199040A1 (ja) 2017-04-28 2018-11-01 株式会社大塚製薬工場 クエン酸誘導体のジアステレオマーの製造方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4647447A (en) 1981-07-24 1987-03-03 Schering Aktiengesellschaft Diagnostic media
DE3640708C2 (de) 1986-11-28 1995-05-18 Schering Ag Verbesserte metallhaltige Pharmazeutika
DE4001655A1 (de) 1990-01-18 1991-07-25 Schering Ag 6-ring enthaltende makrocyclische tetraaza-verbindungen, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische mittel
JPH04154729A (ja) 1990-10-16 1992-05-27 Nippon Mejifuijitsukusu Kk 磁気共鳴造影剤
IT1292128B1 (it) 1997-06-11 1999-01-25 Bracco Spa Processo per la preparazione di chelanti macrociclici e loro chelati con ioni metallici paramagnetici
EP0992245A1 (en) 1998-09-16 2000-04-12 Goldham Bioglan Pharma GmbH Radio-contrast agents
FR2793795B1 (fr) * 1999-05-21 2001-08-03 Guerbet Sa Isomeres de tetramides du complexe de gadolinium de l'acide (1,4,7,10-tetrazacyclododecane)1,4,7,10-tetra(2-glutarique) leur procede de preparation et leur application en imagerie medicale
FR2794744B1 (fr) 1999-06-09 2001-09-21 Guerbet Sa Complexes metalliques de polyaminoacides bicycliques, leur procede de preparation et leur application en imagerie medicale
FR2891830B1 (fr) 2005-10-07 2011-06-24 Guerbet Sa Composes a chaines aminoalcools courtes et complexes metalliques pour l'imagerie medicale
US20090208421A1 (en) * 2008-02-19 2009-08-20 Dominique Meyer Process for preparing a pharmaceutical formulation of contrast agents
EP2786768A1 (en) 2013-04-04 2014-10-08 Agfa Healthcare Process for preparing a material comprising a macrocyclic ligand and for producing a pharmaceutical formulation comprising said ligand with a lanthanide
CN105142649A (zh) * 2013-04-26 2015-12-09 法国加柏公司 造影剂配制品与有关制备方法
PT4151637T (pt) * 2018-08-06 2025-03-26 Bracco Imaging Spa Agentes de contraste à base de pcta que suportam gadolínio
FR3091873B1 (fr) * 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de preparation et de purification
FR3091872B1 (fr) * 2019-01-17 2020-12-25 Guerbet Sa Complexe de gadolinium et d’un ligand chelateur derive de pcta diastereoisomeriquement enrichi et procede de synthese

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110077412A1 (en) 2009-09-29 2011-03-31 Boisivon Frederic Process for separating the diastereomers of RSS-snd SSS-N- a [1-carboxy -3-Phenylpropyl] lysylproline
CN104188957A (zh) 2014-05-28 2014-12-10 中国中医科学院西苑医院 一种防治再狭窄的药物及其制备和使用方法
WO2018199040A1 (ja) 2017-04-28 2018-11-01 株式会社大塚製薬工場 クエン酸誘導体のジアステレオマーの製造方法

Also Published As

Publication number Publication date
AU2020208794A1 (en) 2021-08-05
US20230149568A1 (en) 2023-05-18
KR102502862B1 (ko) 2023-02-23
WO2020148436A1 (fr) 2020-07-23
TWI811518B (zh) 2023-08-11
PT3943493T (pt) 2023-07-12
HUE060343T2 (hu) 2023-02-28
HRP20230678T1 (hr) 2023-09-29
CN113735854B (zh) 2024-05-14
FI3943493T3 (fi) 2023-07-19
CN113646308B (zh) 2024-12-13
MA55389A (fr) 2022-01-26
FR3091873B1 (fr) 2020-12-25
IL284884B2 (en) 2025-09-01
US12064487B2 (en) 2024-08-20
BR112021014006A2 (pt) 2021-09-21
CN113735854A (zh) 2021-12-03
EP3902800A1 (fr) 2021-11-03
CL2021001868A1 (es) 2022-01-21
HRP20221402T1 (hr) 2023-01-06
JP2022508496A (ja) 2022-01-19
ES2930136T3 (es) 2022-12-07
CO2021009261A2 (es) 2021-12-10
AR117835A1 (es) 2021-08-25
CA3126268A1 (fr) 2020-07-23
KR20210138134A (ko) 2021-11-18
PH12021551725A1 (en) 2022-04-11
US20240358863A1 (en) 2024-10-31
DK3943493T3 (da) 2023-07-24
ES2950118T3 (es) 2023-10-05
JP2022009463A (ja) 2022-01-14
TW202043227A (zh) 2020-12-01
PL3902800T3 (pl) 2022-12-27
EP3943493A1 (fr) 2022-01-26
JP7071596B2 (ja) 2022-05-19
JP7321230B2 (ja) 2023-08-04
MA54626A (fr) 2022-04-20
SG11202107779SA (en) 2021-08-30
PL3943493T3 (pl) 2023-08-07
RS64334B1 (sr) 2023-08-31
CN119552163A (zh) 2025-03-04
MX2021008651A (es) 2021-10-26
PT3902800T (pt) 2022-11-16
US20220062443A1 (en) 2022-03-03
FR3091873A1 (fr) 2020-07-24
AU2020208794B2 (en) 2023-01-12
EP3943493B1 (fr) 2023-04-19
IL284884A (en) 2021-08-31
DK3902800T3 (da) 2022-11-28
KR20210109039A (ko) 2021-09-03
CN113646308A (zh) 2021-11-12
ZA202104994B (en) 2023-04-26
BR112021014006B1 (pt) 2023-05-02
EP3902800B1 (fr) 2022-09-07
IL284884B1 (en) 2025-05-01
HUE062554T2 (hu) 2023-11-28
CA3126268C (fr) 2024-01-09
US11590246B2 (en) 2023-02-28

Similar Documents

Publication Publication Date Title
KR102438394B1 (ko) 가돌리늄과 부분입체이성질체적으로 풍부한 pcta로부터 유래된 킬레이트화 리간드의 착물, 및 제조 및 정제 공정
KR20230041007A (ko) Pcta로부터 유도된 킬레이팅 리간드의 제조 방법
KR102442900B1 (ko) 가돌리늄과 부분입체이성질체적으로 풍부한 pcta에서 유래된 킬레이트화 리간드의 착물 및 합성 방법
US11370804B2 (en) Complex of gadolinium and a chelating ligand derived from a diastereoisomerically enriched PCTA and preparation and purification process
RU2806027C2 (ru) Диастереоизомерно обогащенный комплекс гадолиния и хелатирующего лиганда на основе pcta, способ его получения и очистки
HK40062827A (en) Complex of gadolinium and a chelating ligand derived from a diastereoisomerically enriched pcta and preparation and purification process
HK40119100A (zh) 钆和基於非对映异构体富集的pcta的螯合配体的络合物及其制备和纯化方法
HK40063372B (en) Complex of gadolinium and a chelating ligand derived from diastereoisomerically enriched pcta and method for preparing and purifying same
HK40062154A (en) Complex of gadolinium and a chelating ligand derived from a diastereoisomerically enriched pcta and preparation and purification process
HK40063372A (en) Complex of gadolinium and a chelating ligand derived from diastereoisomerically enriched pcta and method for preparing and purifying same

Legal Events

Date Code Title Description
A201 Request for examination
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

A302 Request for accelerated examination
PA0302 Request for accelerated examination

St.27 status event code: A-1-2-D10-D17-exm-PA0302

St.27 status event code: A-1-2-D10-D16-exm-PA0302

D13-X000 Search requested

St.27 status event code: A-1-2-D10-D13-srh-X000

D14-X000 Search report completed

St.27 status event code: A-1-2-D10-D14-srh-X000

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

A107 Divisional application of patent
PA0104 Divisional application for international application

St.27 status event code: A-0-1-A10-A18-div-PA0104

St.27 status event code: A-0-1-A10-A16-div-PA0104

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-OTH-PR1001 (AS PROVIDED BY THE NATIONAL OFFICE)

Year of fee payment: 4